8-Hydroxy-4,8,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-6-ene-5,13-dione

Details

• Internal ID: 6da30eaa-cf6d-46f2-bec8-46e20819931e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 8-hydroxy-4,8,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-6-ene-5,13-dione
• SMILES (Canonical): CC1C2CCC(C=CC(=O)C3(C(C2OC1=O)O3)C)(C)O
• SMILES (Isomeric): CC1C2CCC(C=CC(=O)C3(C(C2OC1=O)O3)C)(C)O
• InChI: InChI=1S/C15H20O5/c1-8-9-4-6-14(2,18)7-5-10(16)15(3)12(20-15)11(9)19-13(8)17/h5,7-9,11-12,18H,4,6H2,1-3H3
• InChI Key: UKXGHOZXFVBGQS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9764	97.64%
Caco-2	+	0.7599	75.99%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5721	57.21%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.8954	89.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8772	87.72%
P-glycoprotein inhibitior	-	0.8497	84.97%
P-glycoprotein substrate	-	0.7535	75.35%
CYP3A4 substrate	+	0.6111	61.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	-	0.6524	65.24%
CYP2C9 inhibition	-	0.9068	90.68%
CYP2C19 inhibition	-	0.9206	92.06%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	-	0.7074	70.74%
CYP2C8 inhibition	-	0.8986	89.86%
CYP inhibitory promiscuity	-	0.9901	99.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4413	44.13%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.9579	95.79%
Skin irritation	+	0.5118	51.18%
Skin corrosion	-	0.6632	66.32%
Ames mutagenesis	-	0.6940	69.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.6576	65.76%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.7828	78.28%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4854	48.54%
Estrogen receptor binding	+	0.6683	66.83%
Androgen receptor binding	+	0.5254	52.54%
Thyroid receptor binding	+	0.6128	61.28%
Glucocorticoid receptor binding	-	0.5313	53.13%
Aromatase binding	-	0.7497	74.97%
PPAR gamma	-	0.6640	66.40%
Honey bee toxicity	-	0.8683	86.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7692	76.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.73%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.93%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.28%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	89.87%	91.49%
CHEMBL2039	P27338	Monoamine oxidase B	87.76%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.66%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.78%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.43%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.23%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.31%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.69%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.45%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.61%	93.04%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.21%	94.80%

Plants that contains it

• Artemisia pallens

Cross-Links

• PubChem: 162907937
• LOTUS: LTS0020200
• wikiData: Q105274961